تفاعل #43998

معادلة التفاعل

2,3-bis(bromomethyl)-1,4-diethoxy-naphthalene

4-aminophenylacetic acid ethyl ester

→

product

المردود 36.0%

Ethyl[4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate

المردود 36.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed in vacuo
2. 2
   غسيلwashed with 8% aqueous sodium bicarbonate solution (5 ml)
3. 3
   تجفيفThe organic layer was dried over magnesium sulphate
4. 4
   أخرىthe solvent removed in vacuo
5. 5
   أخرىPurification by flash column chromatography on silica gel eluting with 90% cyclohexane/ethyl acetate

الإجراء التجريبي

A solution of 2,3-bis(bromomethyl)-1,4-diethoxy-naphthalene (41 mg, 0.1 mmol) and 4-aminophenylacetic acid ethyl ester (20 mg, 0.11 mmol) in N,N-dimethylformamide (1 ml) was heated at 60° C. under nitrogen for 14 h. The solvent was removed in vacuo and the residue taken up in ethyl acetate (10 ml) and washed with 8% aqueous sodium bicarbonate solution (5 ml). The organic layer was dried over magnesium sulphate and the solvent removed in vacuo. Purification by flash column chromatography on silica gel eluting with 90% cyclohexane/ethyl acetate gave the product as a white solid (15 mg, 36%).

المصدر